“I had a great experience with Mary Jay. She bent over backwards for me to get what I needed done in the time that I needed it done in. I would recommend her to anyone.”
Royal LePage Dynamic
- Agent Pronto
- Manitoba
- Winnipeg
- Charleswood
Find the perfect real estate agent in Charleswood, Winnipeg, MB
We analyze top real estate agents in Winnipeg’s Charleswood neighborhood and across the country to find you the most proven local agents, for free.
Compare the top real estate agents in Charleswood
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for August 2025. *
* Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.
The easiest way to find the best real estate agent.
Sell your home fast and for top dollar or find your dream home at the best possible price. Use our free service to find top agents you can trust.
- Tell us what you need.
- Answer a few quick questions about your real estate needs so we can begin our search.
- Match with the perfect agent.
- Our personalized matching system will connect you with a top-rated real estate agent with the local expertise and experience you need.
- Meet your agent.
- Review the details of your top agent recommendations and speak with them to learn exactly how they can make your real estate journey a success.
- Buy and sell with confidence.
- While real estate decisions are among the most important financial and personal decisions we make, you can rest easy knowing that you have a proven real estate professional on your side.
Home buyers and sellers love Agent Pronto.
We’ve helped over 500,000 home buyers and sellers find their ideal real estate agent.
“Andy was very professional & personable - definitely recommend Andy to anyone that would be listing or selling their home!”
RE/MAX Performance
“Very convenient service that put us in contact with an excellent real estate agent named John Czezowski!”
Century 21 Advanced Realty
“Five-star service for sure. Highly recommend George Hacking!”
Century 21 Bachman & Associates
“I did not have a realtor and was able to work with Blair Yakimoski from the Archambault team thanks to him responding to my Agent Pronto requirement. He was incredibly helpful from the start and patient with our needs. Despite the market conditions we were able to find a new home and sell ours with a difference of 19 days between possession dates. Blair always was mindful of our overall goal and was able to give proper advise on many things outside of acquiring our new home and selling ours. We got home staging suggestions from Marie (another member of the Team), recommended lawyers for the transaction, and even pointed us in the direction of a contractor for renovation work in our new home. I am really thankful we got to meet him through you and hope he gets to continue to help other families for many years to come!”
Century 21 Sun Country
“Received two recommendations quickly both were helpful and quick to engage in our situation. We had evaluation done by both and selected Dan O'Brien to represent us with great success!”
Royal LePage Dynamic Real Estate
“My experience was good. Eddy gave us a knowledgeable, friendly presentation. We priced right and my condo sold after one day of being listed!”
Royal LePage Riverbend Realty
“Cory Kehler was a fantastic realtor. He was professional, knowledgeable and very thorough. The challenges of COVID did not daunt Cory as he very diligently maintained and promoted our listing. We highly recommend Cory to anyone looking to buy or sell property in Winnipeg.”
RE/MAX Executives Realty
“Larry was always very friendly and approachable. He always made sure we understood this process that involves so many different aspects. He even helped us after possession day when we had issues with the furnace. He guided us through everything before and after purchasing the house and we are certainly very grateful for that. If you are buying a house, Larry is your guy! :) 100% the best.”
Century 21 Westman Realty Ltd
“Agent Pronto was quick to respond to my request to meet with a realtor. They also followed up after my initial interview with the realtor selected to make sure we were going in the right direction. We had a great experience working with the selected realtor. She was patient and listened carefully to what we liked and needed in a home. She had great and dependable contacts in the industry that made sure we closed on the house we purchased. We are extremely happy with the house we purchased.”
RE/MAX Professionals
Learn more about what Charleswood has to offer.
Charleswood offers residents a charming blend of natural beauty, community spirit, and convenient access to urban amenities, making it an inviting place to call home.
Charleswood is an area of Winnipeg that feels uniquely its own—a place where city comforts and a natural landscape exist side by side. Known for its stands of towering pines and trails weaving through green space like Assiniboine Forest, this neighborhood offers outdoor adventure at your doorstep, with wildlife sightings not uncommon on brisk morning walks or evening bike rides. The Harte Trail follows the old railway line and provides a scenic route for cyclists and joggers, linking Charleswood to surrounding neighborhoods and creating a sense of connection through the heart of the community.
Families are drawn to Charleswood for its sense of space and strong educational opportunities. Schools like Robertson School and Westdale School offer a nurturing environment for young learners. The Charleswood Library, well-integrated into the community, is a popular spot for students and adults alike. A mix of homes, from mid-century bungalows to custom new builds, line the quiet streets, while a variety of local businesses and cafes provide neighborhood flavor. The Assiniboine Park Zoo is just a short drive away, adding another destination for weekends with family and friends.
Charleswood’s strong community spirit shines during seasonal events at the Charleswood Community Centre, where residents gather for recreation and celebration. From the tranquility of large private yards to a commitment to preserving natural beauty, life here offers a refreshing blend of relaxation and suburban convenience. Whether you’re searching for a family home or planning to sell your property, Agent Pronto helps connect homebuyers and sellers with experienced real estate professionals who understand the Charleswood market inside and out.
Within a few minutes, I was paired up with an awesome agent who really knew the local area and helped me find a great condo in a super tight market. It was daunting to think about how to find the right agent. Agent Pronto got me the right agent, pronto!
Take the guesswork out of finding an agent.
With over 140,000 Realtors® and real estate agents across Canada, it’s not easy deciding who to trust when buying or selling a home.
We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in Charleswood to qualify the best agents for your specific needs.
We know that choosing the right real estate agent can be a stressful task. With Agent Pronto, it doesn’t have to be.
Data analysis with a human touch.
Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Winnipeg. But we don’t stop there.
Our Agent Specialists will take into account any special requests you have when searching for your real estate agent recommendation.
Need a great agent who speaks fluent Spanish and is a luxury condo expert in your neighborhood? No problem!
Resources for buyers and sellers.
Tips and market insights to make your Winnipeg real estate journey a success.
Frequently Asked Questions
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There are more than 140,000 real estate agents across Canada, and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.
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Choosing a real estate agent to help you buy or sell property is one of the most important decisions you’ll make in your lifetime. You want to make sure your agent is an expert in your area, has a proven record helping people buy and sell similar homes to yours, and is well regarded by their previous clients. Let us know a few details about the property you are selling or the kind of home you want to buy, and Agent Pronto will match you with trusted real estate agents that have the experience you need. And before you interview an agent, check out our top five questions to ask a buyer’s agent and listing agent.
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We consider performance metrics, close rates, specialties, and client reviews to qualify the best full-time agents. We then take the information you provide about the home you are selling or the kind of home you want to buy, and analyze the top local agents with the right experience for your specific needs. For more than a decade, we've helped hundreds of thousands of home buyers and sellers find the right agent. Get started now and find the perfect real estate agent.
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No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents.